EP0832645B1 - Composition cosmétique comprenant un copolymère particulier et utilisation dudit copolymère en cosmétique - Google Patents

Composition cosmétique comprenant un copolymère particulier et utilisation dudit copolymère en cosmétique Download PDF

Info

Publication number
EP0832645B1
EP0832645B1 EP97402143A EP97402143A EP0832645B1 EP 0832645 B1 EP0832645 B1 EP 0832645B1 EP 97402143 A EP97402143 A EP 97402143A EP 97402143 A EP97402143 A EP 97402143A EP 0832645 B1 EP0832645 B1 EP 0832645B1
Authority
EP
European Patent Office
Prior art keywords
composition
weight
fatty
mucous membranes
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Revoked
Application number
EP97402143A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0832645A1 (fr
Inventor
Sophie Favre
Nadia Terren
Jacques Michelet
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=9495935&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0832645(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by LOreal SA filed Critical LOreal SA
Publication of EP0832645A1 publication Critical patent/EP0832645A1/fr
Application granted granted Critical
Publication of EP0832645B1 publication Critical patent/EP0832645B1/fr
Anticipated expiration legal-status Critical
Revoked legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the subject of the present invention is a composition, in particular cosmetic, which can in particular be in the form of an emulsion, and capable of being used for the care and / or make-up of human skin, semi-mucous membranes (lips), mucous membranes (lips, inside of the eyelids) and / or integuments.
  • a composition in particular cosmetic, which can in particular be in the form of an emulsion, and capable of being used for the care and / or make-up of human skin, semi-mucous membranes (lips), mucous membranes (lips, inside of the eyelids) and / or integuments.
  • Cosmetic compositions in particular makeup compositions, such as lips and foundations, generally include fatty substances such as oils and waxes, and a particulate phase generally composed of fillers and pigments. They can thus appear, for example in case of lipsticks, in the form of stick or stick or in the form of paste flexible.
  • the makeup compositions can also comprise water or a hydrophilic phase, and then be in particular in the form of an emulsion oil-in-water, water-in-oil, multiple emulsion, aqueous solution or gel, especially in the case of a foundation, tinted cream, skincare cream or of a sunscreen.
  • compositions when applied to the skin, mucous membranes or semi-mucous membranes, have the drawback of transferring.
  • the composition is capable of being deposited, at least in part, on certain supports with which it is brought into contact, such as, for example, a glass, a garment or the skin.
  • said composition leaves a trace on said support. It follows therefore a poor persistence of the composition on the skin or mucous membranes, hence the need to regularly renew its application.
  • the appearance of unacceptable traces on certain garments and in particular on the blouse collars may exclude certain women from the use of this type of makeup.
  • Another drawback of these compositions lies in the migration problem.
  • compositions tend to propagate inside fine lines and / or wrinkles of the skin, in the case of foundations; in the fine lines that surround the lips, in the case of lipsticks; in the folds of the eyelid, in the case of eyeshadows. It has also been observed, in the case in particular of the eyeshadows, the appearance of streaks in the makeup, generated by the movements of the eyelids. All these phenomena generate on the one hand a loss of the hold of the composition (that is to say that the composition, by transferring or migrating, loses some of these components and / or loses its homogeneity) and on the other hand an unsightly effect which one obviously wishes to avoid.
  • compositions cosmetics especially lipstick or foundation 'without transfer'.
  • compositions of lipstick 'without transfer' containing from 1 to 70% by weight of liquid silicone resin with repeating patterns silicates containing alkylated or phenylated pendant chains, from 10 to 98% by weight of a cyclic volatile silicone oil and powdery fillers.
  • Consideration has also been given to 'transfer-free' lipsticks containing silicone volatile and a silicone resin comprising a pendant esterified chain having at least 12 carbon atoms.
  • composition in particular a cosmetic composition, which transfers little or not at all (that is to say a composition 'without transfer') while having good cosmetic properties, in particular of sliding properties and of freshness on application, as well as qualities of softness and comfort after makeup.
  • the Applicant has highlighted that, unexpectedly and surprisingly, the presence of a particular copolymer, defined below, in a composition cosmetic made it possible to limit, or even completely eliminate, the transfer and / or migration, of said composition, and therefore made it possible to improve its behavior.
  • the present invention therefore aims to provide a composition which allows to obtain a film of very good performance, which does not transfer and does not stain a support with which he would be in contact.
  • the subject of the invention is therefore the use of a copolymer, optionally crosslinked, consisting of a majority fraction of monoolefinically unsaturated C 3 -C 6 carboxylic acid monomer or of its anhydride, and of a minority fraction of ester monomer with fatty chain of acrylic acid in a cosmetic, dermatological, hygienic and / or pharmaceutical composition, in order to limit, reduce and / or eliminate the transfer and / or migration of said composition.
  • the invention also relates to the use of such a copolymer, in a cosmetic, dermatological, hygienic and / or pharmaceutical composition, in order to improve the hold of said composition.
  • Another subject of the invention is the use of such a copolymer in a composition cosmetic, dermatological, hygienic and / or pharmaceutical, as an agent allowing to limit, decrease and / or eliminate the transfer and / or migration of said composition, and / or as an agent making it possible to improve the staying power of said composition.
  • the subject of the invention is also the use of a copolymer, optionally crosslinked, consisting of a majority fraction of monoolefinically unsaturated C 3 -C 6 carboxylic acid monomer or of its anhydride, and of a minority fraction of ester monomer with fatty chain of acrylic acid in a cosmetic, dermatological, hygienic and / or pharmaceutical composition, to form a film of said composition, this film not transferring and / or not migrating and / or having improved hold.
  • Another object of the present invention is the use of a copolymer, optionally crosslinked, consisting of a majority fraction of monoolefinically unsaturated C 3 -C 6 carboxylic acid monomer or of its anhydride, and of a minority fraction of monomer fatty chain ester of acrylic acid in a composition without transfer.
  • composition without transfer is meant a composition which transfers little or not at all in the sense developed above.
  • Another subject of the invention is a cosmetic, dermatological, hygienic and / or pharmaceutical composition, in the form of, and / or comprising, an oil-in-water emulsion, a water-in-oil emulsion, an emulsion multiple or a multiphase solution, further comprising at least one copolymer, optionally crosslinked, consisting of a majority fraction of monoolefinically unsaturated C 3 -C 6 carboxylic acid monomer or of its anhydride, and of a minority fraction of ester monomer to fatty chain of acrylic acid, and pigments having a hydrophobic surface.
  • Another subject of the invention is a cosmetic, dermatological, hygienic and / or pharmaceutical composition, in the form of, and / or comprising, an aqueous gel, an aqueous, hydroalcoholic or multiphase solution, further comprising at least one such copolymer and water-soluble dyes.
  • Another subject of the invention is a makeup or care composition without transfer, comprising at least one copolymer, optionally crosslinked, consisting of a majority fraction of C 3 -C 6 monoolefinically unsaturated carboxylic acid monomer or of its anhydride, and a minority fraction of fatty chain ester monomer of acrylic acid.
  • Another subject of the invention is a non-transfer foundation comprising at least one copolymer, optionally crosslinked, consisting of a majority fraction of C 3 -C 6 monoolefinically unsaturated carboxylic acid monomer or of its anhydride, and of a minority fraction of fatty chain ester monomer of acrylic acid.
  • Another subject of the invention is a method for limiting, reducing and / or preventing the transfer of a cosmetic, dermatological, hygienic and / or pharmaceutical composition, in particular a composition for making up or caring for the skin, mucous membranes, semi-mucous membranes and / or integuments, consisting in introducing into said composition at least one such copolymer.
  • a final object of the invention is a process for making up the skin, the semi-mucous membranes, the mucous membranes and / or the integuments consisting in applying to them a cosmetic composition or a foundation as defined above. .
  • WO 95/03778 discloses a composition for forming a mask. peelable comprising a copolymer defined above. However, in WO 95/03778, this copolymer is used to increase the adhesion of the mask to the skin and not to limit, decrease and / or suppress the transfer and / or migration of said composition or to improve its hold.
  • compositions comprising said polymer make it possible to obtain a film having a good affinity for the skin and the mucous membranes, which can result in better resistance of the film over time and good persistence of its homogeneity.
  • the compositions according to the invention are easily applicable on the skin and make it possible inter alia to obtain makeup products having a slightly tacky texture, which remain comfortable to wear throughout the day.
  • their cosmetic properties are very interesting: they provide freshness on application, as well as great softness in the end, and a unifying and comfortable makeup.
  • the compositions according to the invention can be removed easily, in particular with traditional makeup removers.
  • compositions according to the invention find particular application interesting in the field of skin care and / or make-up, mucous membranes, semi-mucous membranes, and integuments.
  • mucosa the inner part of the lower eyelid; among the semi-mucous membranes, we hear more particularly the lips of the face; by integuments, we mean the eyelashes, eyebrows, hair and nails.
  • the invention finds a whole application particular in the field of lip care and / or makeup products of the face and skin, such as foundations, lipsticks, self-tanners or sunscreen products.
  • compositions according to the invention therefore comprise at least one copolymer consisting of a majority fraction of monoolefinically unsaturated C 3 -C 6 carboxylic acid monomer or of its anhydride, and of a minority fraction of fatty acid ester monomer acrylic.
  • This copolymer can optionally be crosslinked.
  • the copolymer according to the invention can be prepared by polymerizing an amount predominantly monoolefinically unsaturated carboxylic monomer or its anhydride, with a lower amount of acrylic ester monomer to fatty chain.
  • the amount of carboxylic monomer or its anhydride is preferably between 80 and 98% by weight and more particularly between 90 and 98% by weight; the acrylic ester is preferably present in amounts between 2 and 20% by weight and more particularly between 2 and 10% by weight; the percentages are calculated relative to the weight of the two monomers.
  • R denotes hydrogen, halogen, hydroxyl, a lactone group, a lactam group, a cyanogenic group (-CN), a monovalent alkyl group, an aryl group, an alkylaryl group, an aralkyl group or a cycloaliphatic group.
  • the particularly preferred carboxylic monomers are chosen from acrylic acid, methacrylic acid, maleic anhydride and their mixtures.
  • Particularly preferred ester monomers are those for which R 1 is hydrogen or methyl, and / or those for which R 2 is a C 10 -C 22 alkyl group. Mention may in particular be made of acrylates and methacrylates of decyl, of lauryl, of stearyl, of behenyl or of melissyl.
  • copolymers according to the invention are in particular described in application EP-A-0268164 and are obtained according to the preparation methods described in this same document. Mention may more particularly be made of the copolymers sold under the name PEMULEN by the company GOODRICH, and in particular the acrylate / C 10 -C 30 -alkylacrylate copolymer such as the product PEMULEN TR 2.
  • PEMULEN TR 2 the acrylate / C 10 -C 30 -alkylacrylate copolymer
  • copolymers can be present in the compositions according to the invention to a concentration of 0.01 to 3% by weight relative to the total weight of the composition, preferably 0.02 to 0.6% by weight, and more preferably 0.05 to 0.2% by weight.
  • compositions of the invention also contain a cosmetically, hygienically, pharmaceutically or dermatologically acceptable medium, that is to say a medium compatible with all keratin materials such as the skin, the nails, the hair, the eyelashes and the eyebrows. , mucous membranes and semi-mucous membranes, and any other skin area of the body and face.
  • Said compositions contain a cosmetically and / or dermatologically acceptable aqueous medium.
  • the composition according to the invention is in the form of an oil-in-water emulsion.
  • water-in-oil emulsion a multiple emulsion, an aqueous gel, or an aqueous, hydroalcoholic or multiphase solution, in particular water / powder and water / oil / powders.
  • the aqueous phase of the composition according to the invention can comprise water, a floral water such as blueberry water and / or a mineral water such as VITTEL water, LUCAS water or water LA ROCHE POSAY and / or thermal water.
  • Said aqueous phase may be present at a content of 15 to 99.9% by weight relative to the total weight of the composition, preferably 40 to 90% by weight when the composition is in the form of an oil-in-water emulsion , or preferably 85 to 95% by weight when the composition is in the form of a gel or an aqueous solution.
  • the aqueous phase may comprise from 0% to 14% by weight, relative to the total weight of the aqueous phase, of a lower C 2 -C 6 monoalcohol and / or of a polyol such as glycerol, butylene glycol, isoprene glycol, propylene glycol, polyethylene glycol.
  • a polyol such as glycerol, butylene glycol, isoprene glycol, propylene glycol, polyethylene glycol.
  • the composition according to the invention may comprise a fatty phase, in particular consisting of fatty substances liquid at 25 ° C., such as oils of animal, vegetable, mineral or synthetic origin.
  • a fatty phase in particular consisting of fatty substances liquid at 25 ° C., such as oils of animal, vegetable, mineral or synthetic origin.
  • said fatty phase can comprise any cosmetically acceptable oil, insofar as said oil allows, in admixture with the aqueous phase and any additives, the obtaining of a stable emulsion, that is to say an emulsion which does not break, which remains in the form of a single phase for at least 24 hours after storage at 25 ° C., without the phenomenon of creaming or salting out. 'oil.
  • the fatty phase of the emulsion can be present at a content of 2% to 40% in weight relative to the total weight of the emulsion, preferably from 3% to 30% by weight and in particular from 3% to 20% by weight.
  • composition according to the invention may also comprise one or more cosmetically acceptable organic solvents (tolerance, toxicology and acceptable feel).
  • organic solvents can represent from 0% to 98% of the total weight of the composition. They can be chosen from the group consisting of hydrophilic organic solvents, lipophilic organic solvents, amphiphilic solvents or their mixtures.
  • hydrophilic organic solvents mention may be made, for example, of linear or branched lower monoalcohols having 1 to 8 carbon atoms such as ethanol, propanol, butanol, isopropanol, isobutanol; polyethylene glycols having from 6 to 80 ethylene oxides; polyols such as propylene glycol, isoprene glycol, butylene glycol, glycerol, sorbitol; mono-or di-alkyl of isosorbide in which the alkyl groups have from 1 to 5 carbon atoms; glycol ethers such as diethylene glycol mono-methyl or mono-ethyl ether and propylene glycol ethers such as dipropylene glycol methyl ether.
  • linear or branched lower monoalcohols having 1 to 8 carbon atoms such as ethanol, propanol, butanol, isopropanol, isobutanol
  • amphiphilic organic solvents mention may be made of polyols such as derivatives of polypropylene glycol (PPG) such as the esters of polypropylene glycol and of fatty acid, of PPG and of fatty alcohol such as PPG-23 oleyl ether and PPG- 36 oleate.
  • PPG polypropylene glycol
  • fatty alcohol such as PPG-23 oleyl ether and PPG- 36 oleate.
  • lipophilic organic solvents mention may, for example, be made of fatty esters such as diisopropyl adipate, dioctyl adipate, alkyl benzoates.
  • composition according to the invention when in the form of an emulsion, it may optionally further comprise a surfactant, although this is not necessary for obtaining a stable and fine emulsion.
  • a surfactant however makes it possible to refine the emulsion obtained.
  • CTFA cetearyl glucoside
  • PEG-40 stearate cetearyl glucoside
  • sorbitan tristearate sorbitan stearate
  • polysorbate 60 sorbitan stearate / sucrose cocoate mixture
  • glyceryl stearate mixture / PEG-100 stearate
  • PEG-400 glyceryl stearate
  • the mixture of PEG-6 / PEG-32 / glycol stearate the mixture of PEG-6 / PEG-32 / glycol stearate.
  • W / O surfactant mention may in particular be made of the 4-polyglyceryl-isostearate / cetyldimethicone copolyol / hexyl laurate mixture and the mineral oil / petrolatum / ozokerite / glyceryl oleate / lanolin alcohol mixture.
  • It can also comprise 0 to 5% by weight, relative to the total weight of the emulsion, of at least one co-emulsifier which can be chosen from oxyethylenated sorbitan monostearate, fatty alcohols such as stearyl alcohol or cetyl alcohol, or esters of fatty acids and polyols such as glyceryl stearate or polyglyceryl 10-decaoleate.
  • co-emulsifier can be chosen from oxyethylenated sorbitan monostearate, fatty alcohols such as stearyl alcohol or cetyl alcohol, or esters of fatty acids and polyols such as glyceryl stearate or polyglyceryl 10-decaoleate.
  • the composition according to the invention can also comprise a particulate phase which can comprise pigments and / or nacres and / or fillers usually used in cosmetic compositions.
  • pigments should be understood to mean white or colored, mineral or organic particles, insoluble in the medium, intended to color and / or opacify the composition.
  • fillers it is necessary to understand colorless or white, mineral or synthetic particles, lamellar or non-lamellar, intended to give body or rigidity to the composition, and / or softness, mattness and uniformity. makeup.
  • pearlescent we must understand iridescent particles that reflect light.
  • the pigments can be present in an amount of 0-20% by weight, relative to the total weight of the composition, and preferably in an amount of 2-15%.
  • inorganic pigments and nanopigments there may be mentioned titanium, zirconium or cerium dioxides, as well as oxides of zinc, iron or chromium, nanotitanes, ferric blue.
  • organic pigments mention may be made of carbon black, and the lacquers commonly used to give the lips and the skin a makeup effect, which are calcium, barium, aluminum or zirconium salts, dyes acids such as halo-acid, azo or anthraquinone dyes.
  • the pigments When the composition is in the form of an oil-in-water emulsion, the pigments preferably have a hydrophobic surface or can be treated so as to make their surface hydrophobic; this treatment can be carried out according to methods known to those skilled in the art; the pigments can in particular be coated with silicone compounds such as PDMS and / or with polymers, in particular polyethylenes.
  • silicone compounds such as PDMS and / or with polymers, in particular polyethylenes.
  • composition when in the form of an aqueous solution or gel, it can comprise water-soluble dyes chosen from the usual dyes in the field under consideration such as the disodium salt of culvert, the disodium salt of alizarin green, quinoline yellow, trisodium salt of amaranth, disodium salt of tartrazine, monosodium salt of rhodamine, disodium salt of fuchsin, xanthophyll.
  • water-soluble dyes chosen from the usual dyes in the field under consideration such as the disodium salt of culvert, the disodium salt of alizarin green, quinoline yellow, trisodium salt of amaranth, disodium salt of tartrazine, monosodium salt of rhodamine, disodium salt of fuchsin, xanthophyll.
  • the nacres can be present in the composition at a rate of 0-20% by weight, preferably at a high level of the order of 2-15% by weight.
  • the fillers which can be present in the composition in an amount of 0-20% by weight, relative to the total weight of the composition, preferably 2-10%, can be mineral or synthetic, lamellar or non-lamellar.
  • talc talc
  • mica silica
  • kaolin nylon and polyethylene powders
  • Teflon starch
  • boron nitride microspheres
  • microspheres such as Expancel (Nobel Industry), polytrap ( Dow Corning) and silicone resin microbeads (Tospearls from Toshiba, for example).
  • the composition can also comprise any additive usually used in the cosmetic field, such as antioxidants, perfumes, essential oils, preservatives, cosmetic or pharmaceutical active ingredients lipophilic or hydrophilic, moisturizers, vitamins, essential fatty acids, sphingolipids, self-tanning compounds such as DHA, sun filters.
  • any additive usually used in the cosmetic field such as antioxidants, perfumes, essential oils, preservatives, cosmetic or pharmaceutical active ingredients lipophilic or hydrophilic, moisturizers, vitamins, essential fatty acids, sphingolipids, self-tanning compounds such as DHA, sun filters.
  • additives can be present in the composition at a rate of 0-10% by weight. Depending on their nature, they are present in the aqueous phase or in the fatty phase of the composition.
  • compositions according to the invention can be in any form suitable for topical application, in particular in the form of serum, lotion, cream, milk, aqueous gel, emulsions obtained by dispersing a fatty phase in an aqueous phase (O / W) or vice versa (W / O), of liquid or semi-liquid consistency, even pasty or solid.
  • the emulsions according to the invention can constitute all or part of a cosmetic, pharmaceutical or hygienic composition.
  • compositions according to the invention find an application in particular in the field of make-up of the skin, semi-mucous membranes, mucous membranes and / or integuments, and are then presented, for example, in the form of a foundation, blush or eyeshadow, lipstick, mascara, eyeliner or nail polish. They can also be used as a base for lip care, or as a product for caring for the skin, mucous membranes, semi-mucous membranes and / or integuments, such as a gel, a cream, a balm or a lotion, or as a hygienic or pharmaceutical product or as a sun or self-tanning product. They also find an application in the hair field, in particular as gels or creams for the care of integuments such as hair, eyelashes and eyebrows, or also as an aqueous gel, in particular for styling.
  • compositions were prepared, in the usual way, by mixing the ingredients of the fatty phase and the previously dispersed pigments; we prepared the aqueous phase by mixing the water and the copolymers at 80 ° C; we mixed the two phases at room temperature with stirring using a turbine and then let cool.
  • hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 16g .
  • hydroxylated silicone gum in PDMS 16g .
  • poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g .
  • polyvinyl alcohol 0.5 g .
  • PDMS coated pigments 10 g . water qs 100 g
  • hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 16g .
  • poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g .
  • polyvinyl alcohol 0.5 g .
  • surfactant 1.1 g .
  • PDMS coated pigments 12 g . water qs 100 g
  • hydroxylated silicone gum in PDMS 11 g . cyclopentadimethylsiloxane (cycloD5 silicone, volatile) 5 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.5 g . surfactant 1.1 g . PDMS coated pigments 12 g . water qs 100 g
  • hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 8 g . apricot oil 8 g . PEMULEN TR2 by GOODRICH 0.1g . CARBOPOL 980 by GOODRICH 0.6g . surfactant 0.1g . PDMS coated pigments 12 g . water qs 100 g
  • hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 13 g . cyclopentadimethylsiloxane 3 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.5 g . polyvinyl alcohol 0.5 g . surfactant 1.1 g . PDMS coated pigments 14 g . hollow microspheres (Expancel 551 DE20) 0.5 g . water qs 100 g
  • hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 13 g . cyclopentadimethylsiloxane 3 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.5 g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . filler (Nylon) 0.5 g . water qs 100 g
  • hydroxylated silicone gum in PDMS 16g .
  • PEMULEN TR2 by GOODRICH 0.1g .
  • CARBOPOL 980 by GOODRICH 0.6g .
  • hydroxylated silicone gum in PDMS 16g .
  • PEMULEN TR2 by GOODRICH 0.1g .
  • CARBOPOL 980 by GOODRICH 0.6g .
  • hydroxylated silicone gum in PDMS 16g .
  • PEMULEN TR2 by GOODRICH 0.1g .
  • CARBOPOL 980 by GOODRICH 0.6g .
  • PDMS (10 cSt) 10 g . apricot oil 10 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • PDMS (10 cSt) 15g . apricot oil 10 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • PDMS (10 cSt) 15g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • PDMS (10 cSt) 6 g . apricot oil 10 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • the persistence properties of these emulsions were then determined. For this, 0.05 g of each emulsion was applied to a surface of 50 cm 2 on the forearm and then the composition applied was allowed to dry for 5 minutes. A strip of polyester fabric was then applied to the part of the treated forearm. Using a device, the band was animated with a vertical translational movement, in contact with the treated forearm. The fabric was kept taut using a counterweight, creating friction on the fabric during translation. We made 10 movements back and forth friction.
  • the emulsions according to the invention have good persistence properties and do not transfer to the tissue. This is also the case when oils of vegetable origin (apricot oil) are present in the composition, at a content of up to 10% by weight.
  • oils of vegetable origin apricot oil
  • Examples 1 and 2 directly comparable, also show that the association PEMULEN TR2-Polyvinyl alcohol is particularly effective for limit the transfer of a composition according to the invention.
  • Example 16 comparative example
  • composition was prepared: . hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 16g . CARBOPOL 980 by GOODRICH 0.7 g . PDMS coated pigments 12 g . water qs 100 g
  • hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 13 g . apricot oil 12 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • hydroxylated silicone gum in PDMS (Q2-1403 from Dow Corning) 13 g . isostearyl neopentanoate 12 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • PDMS (10 cSt) 10 g . apricot oil 10 g . PEMULEN TR2 by GOODRICH 0.1g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • PDMS (10 cSt) 10 g . apricot oil 10 g . stearic acid / stearate 4.4g . triethanolamine 1.1 g . poly (2-acrylamido 2-methylpropane sulfonic acid) 0.6g . polyvinyl alcohol 0.6g . surfactant 1.1 g . PDMS coated pigments 14 g . water qs 100 g
  • foundations were prepared in a classic way by mixing the ingredients of the fatty phase and the dispersed pigments. Then we prepared the aqueous phase and the two phases were mixed at 65 ° C with stirring using of a turbine. The mixture was then allowed to cool.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
EP97402143A 1996-09-20 1997-09-16 Composition cosmétique comprenant un copolymère particulier et utilisation dudit copolymère en cosmétique Revoked EP0832645B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9611512 1996-09-20
FR9611512A FR2753625B1 (fr) 1996-09-20 1996-09-20 Composition cosmetique comprenant un copolymere particulier et utilisation dudit copolymere en cosmetique

Publications (2)

Publication Number Publication Date
EP0832645A1 EP0832645A1 (fr) 1998-04-01
EP0832645B1 true EP0832645B1 (fr) 1999-07-14

Family

ID=9495935

Family Applications (1)

Application Number Title Priority Date Filing Date
EP97402143A Revoked EP0832645B1 (fr) 1996-09-20 1997-09-16 Composition cosmétique comprenant un copolymère particulier et utilisation dudit copolymère en cosmétique

Country Status (9)

Country Link
US (1) US6395262B1 (pt)
EP (1) EP0832645B1 (pt)
JP (1) JP3073470B2 (pt)
KR (1) KR100267589B1 (pt)
BR (1) BR9702898A (pt)
CA (1) CA2214892A1 (pt)
DE (1) DE69700324T2 (pt)
ES (1) ES2136462T3 (pt)
FR (1) FR2753625B1 (pt)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10141258A1 (de) * 2001-08-23 2003-05-08 Beiersdorf Ag Leichtes Hautpflegeprodukt

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2769224B1 (fr) * 1997-10-03 2000-01-28 Oreal Emulsion e/h/e stable et son utilisation comme composition cosmetique et/ou dermatologique
FR2783171B1 (fr) 1998-09-16 2000-11-17 Oreal Emulsion comprenant un compose epaississant hydrophile et un alkylether de polysaccharide, compositions comprenant ladite emulsion, et utilisations
FR2783159B1 (fr) 1998-09-16 2000-11-17 Oreal Emulsion comprenant un compose epaississant hydrophile et un copolymere epaississant, compositions comprenant ladite emulsion, et utilisations
FR2787460A1 (fr) * 1998-12-18 2000-06-23 Oreal Composition cosmetique stable comprenant un polymere poly(acide 2-acrylamido 2-methyl-propane sulfonique), des particules solides non enrobees et un polymere dispersant huileux
FR2787321A1 (fr) * 1998-12-18 2000-06-23 Oreal Composition cosmetique stable comprenant un copolymere particulier, des particules solides non enrobees et un polymere dispersant huileux
DE19938757A1 (de) * 1999-08-16 2001-02-22 Beiersdorf Ag Kosmetische oder dermatologische Zubereitungen vom Typ Öl-in-Wasser
DE19938756A1 (de) * 1999-08-16 2001-02-22 Beiersdorf Ag Dünnflüssige kosmetische oder dermatologische Zubereitungen vom Typ Öl-in-Wasser
JP3631927B2 (ja) 1999-09-22 2005-03-23 ロレアル ゲル組成物とその化粧料等への使用
WO2004009044A1 (en) * 2002-07-19 2004-01-29 Avon Products, Inc. Colored cosmetic compositions with pearlescent and color pigment blends
DE102004027838A1 (de) * 2004-04-02 2005-12-08 Schwan-Stabilo Cosmetics Gmbh & Co. Kg Zubereitung in Form einer Emulsion
DE102005015558A1 (de) * 2005-03-29 2006-10-19 Beiersdorf Ag Kosmetische Zubereitung mit leichtem Hautgefühl
US20070286832A1 (en) * 2006-06-12 2007-12-13 Mannie Lee Clapp Multi-phase personal cleansing compositions comprising two aqueous phases
DE102007024454C5 (de) * 2007-05-25 2017-08-31 Schwan-Stabilo Cosmetics Gmbh & Co. Kg Pigmenthaltige Tinte auf Polymerbasis
FR2916636B1 (fr) 2007-05-29 2009-09-04 Octalia Technologies Vehicule sous forme d'une emulsion huile-dans-eau notamment destine a une utilisation ophtalmique ou dermocosmetique
US8182795B2 (en) 2007-07-27 2012-05-22 Shiseido Co., Ltd. Oil-in-water emulsion type sunscreen preparation
FR2938760B1 (fr) * 2008-11-24 2012-08-17 Oreal Procede de maquillage de la peau et/ou des levres employant une compostion comprenant un polymere supramoleculaire, et composition cosmetique
CN104379218B (zh) * 2012-05-15 2017-09-08 花王株式会社 毛发化妆品组合物
KR102286911B1 (ko) * 2016-04-15 2021-08-10 누실 테크놀로지 엘엘씨 계면활성제 비함유 실리콘 에멀젼
EP3783090A1 (en) 2019-08-20 2021-02-24 The Procter & Gamble Company Cleaning composition
EP3783091A1 (en) 2019-08-20 2021-02-24 The Procter & Gamble Company Cleaning composition
ES2959960T3 (es) * 2019-08-20 2024-02-29 Procter & Gamble Composición antimicrobiana que comprende polímero de polivinilpirrolidona alquilada

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR880005918A (ko) * 1986-11-10 1988-07-21 원본미기재 안정하며 빨리 분해되는 국소피부조성물
US5087445A (en) 1989-09-08 1992-02-11 Richardson-Vicks, Inc. Photoprotection compositions having reduced dermal irritation
ES2063928T3 (es) 1989-10-27 1995-01-16 Richardson Vicks Inc Composiciones para fotoproteccion que tienen substantividad mejorada.
CA2029045C (en) 1989-11-29 1995-02-07 Lauren Ann Thaman Photoprotection compositions having improved efficiency
US5034218A (en) 1990-07-13 1991-07-23 Helene Curtis, Inc. Stable conditioning shampoo containing compatible anionic surfactant/cationic conditioning agent-non-volatile silicone emulsion
US5114706A (en) * 1990-07-13 1992-05-19 Helene Curtis, Inc. Stable conditioning shampoo containing anionic surfactant/cationic conditioning agent - non-volatile silicone emulsion
GB9104878D0 (en) * 1991-03-08 1991-04-24 Scott Bader Co Thickeners for personal care products
US5288493A (en) * 1991-05-17 1994-02-22 National Starch And Chemical Investment Holding Corporation Skin care compositions with improved rub-off resistance
FR2680680B1 (fr) * 1991-08-30 1993-12-03 Oreal Composition cosmetique pour le maquillage de la peau contenant au moins une cire de silicone et son procede de preparation.
NZ247350A (en) * 1992-04-13 1996-11-26 Unilever Plc Cosmetic composition comprising an emulsifier, an anionic sulphosuccinate co-surfactant and a pharmaceutically acceptable vehicle
FR2693466B1 (fr) 1992-07-09 1994-09-16 Oreal Composition cosmétique sous forme d'émulsion triple eau/huile de silicone/eau gélifiée.
EP0661964B1 (en) * 1992-09-25 1997-04-09 Minnesota Mining And Manufacturing Company Skin treatment with adhesion enhancement properties
US5343875A (en) 1992-09-28 1994-09-06 Superior Diapering Products Ltd. Protective device
JPH06256136A (ja) 1993-03-04 1994-09-13 Nikko Kemikaruzu Kk 透明又は半透明化粧料
US5747022A (en) * 1993-07-30 1998-05-05 Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. Cosmetic mask
US5376146A (en) 1993-08-26 1994-12-27 Bristol-Myers Squibb Company Two-part aqueous composition for coloring hair, which forms a gel on mixing of the two parts
FR2709982B1 (fr) * 1993-09-15 1995-12-08 Oreal Emulsions acides stables de type huile-dans-eau et compositions les contenant.
FR2711918B1 (fr) 1993-11-02 1996-01-26 Fabre Pierre Cosmetique Composition dermato-cosmétique, composition notamment photoprotectrice et leur procédé de préparation.
JP3409194B2 (ja) 1993-12-24 2003-05-26 株式会社コーセー 水中油型化粧料
JP3515154B2 (ja) * 1994-01-25 2004-04-05 ポーラ化成工業株式会社 乳化化粧料
JPH0881349A (ja) 1994-09-09 1996-03-26 Pentel Kk 化粧料
JP3503002B2 (ja) 1994-11-30 2004-03-02 株式会社コーセー 油性化粧料
US5725845A (en) * 1995-11-03 1998-03-10 Revlon Consumer Products Corporation Transfer resistant cosmetic stick compositions with semi-matte finish

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10141258A1 (de) * 2001-08-23 2003-05-08 Beiersdorf Ag Leichtes Hautpflegeprodukt
DE10141258B4 (de) * 2001-08-23 2004-09-23 Beiersdorf Ag Kosmetische und dermatologische Zubereitung und ihre Verwendung

Also Published As

Publication number Publication date
KR19980024819A (ko) 1998-07-06
FR2753625B1 (fr) 1998-10-23
ES2136462T3 (es) 1999-11-16
US6395262B1 (en) 2002-05-28
KR100267589B1 (ko) 2000-10-16
CA2214892A1 (fr) 1998-03-20
DE69700324T2 (de) 1999-11-04
JP3073470B2 (ja) 2000-08-07
FR2753625A1 (fr) 1998-03-27
DE69700324D1 (de) 1999-08-19
BR9702898A (pt) 1999-02-23
EP0832645A1 (fr) 1998-04-01
JPH10101521A (ja) 1998-04-21

Similar Documents

Publication Publication Date Title
EP0832645B1 (fr) Composition cosmétique comprenant un copolymère particulier et utilisation dudit copolymère en cosmétique
EP1002528B1 (fr) Composition cosmétique sans transfert comprenant une dispersion de particules de polymère et un agent rhéologique particulier
EP0923928B1 (fr) Composition cosmétique sans transfert comprenant une dispersion de particules de polymère dans une phase grasse liquide et un polymère liposoluble
EP0847752B1 (fr) Composition topique sans transfert comprenant un composé fluorosiliconé
EP0856309B1 (fr) Emulsion eau-dans-huile, composition comprenant une telle émulsion et utilisation en cosmétique, en pharmacie ou en hygiène
EP0815843A1 (fr) Composition comprenant un polymère poly(acide 2-acrylamido 2-métylpropane sulfonique) réticulé
FR2823103A1 (fr) Produit de maquillage bicouche contenant un pigment goniochromatique et un pigment monocolore et kit de maquillage contenant ce produit
EP0987014A1 (fr) Emulsion comprenant un composé épaississant hydrophile et un copolymère épaississant, compositions comprenant ladite émulsion, et utilisations
EP1303246B1 (fr) Composition cosmetique longue tenue comprenant un materiau pro-adhesif particulier
CA2380789A1 (fr) Produit de maquillage bicouche, ses utilisations et kits de maquillage contenant le produit
EP0787485B1 (fr) Emulsion huile-dans-eau comprenant un tensioactif siliconé anionique, composition comprenant une telle émulsion et utilisation en cosmétique, en pharmacie ou en hygiène
EP0923927B1 (fr) Composition cosmétique pulvérulente longue tenue comprenant une dispersion de particules de polymère dans une phase grasse liquide
EP0967250B1 (fr) Composition anhydre, utilisation en cosmétique, pharmacie ou hygiène
EP0987015A1 (fr) Emulsion comprenant un composé épaississant hydrophile et un alkléther de polysaccharide, compositions comprenant ladite émulsion, et utilisations
CA2380784A1 (fr) Procede de maquillage bicouche et kit de maquillage contenant des premiere et seconde compositions
FR2776515A1 (fr) Emulsion e/h, composition comprenant une telle emulsion et utilisation en cosmetique, pharmacie ou hygiene
EP0819428B1 (fr) Composition comprenant l'association d'un composé volatil et d'un polymère dérivé de polyvinyl-pyrrolidone, et utilisation de ladite association
FR2785529A1 (fr) Composition cosmetique sans transfert comprenant une dispersion de particules de polymere dans une phase grasse liquide
EP0950401A2 (fr) Emulsions E/H cosmétiques et/ou pharmaceutiques comprenant une silicone oxyalkylénée substituée en alpha-omega
FR2776513A1 (fr) Emulsion e/h, composition comprenant une telle emulsion et utilisation en cosmetique, pharmacie ou hygiene
EP1166770B1 (fr) Composition cosmétique ou pharmaceutique comprenant un ester de dextrine et un gélifant hydrophile
EP0998904A1 (fr) Procédé de maquillage sans transfert, compositions et kit pour la mise en oeuvre d'un tel procédé
EP1010420A1 (fr) Composition cosmétique stable comprenant un copolymère particulier, des particules solides non enrobées et un polymère dispersant huileux
FR2787460A1 (fr) Composition cosmetique stable comprenant un polymere poly(acide 2-acrylamido 2-methyl-propane sulfonique), des particules solides non enrobees et un polymere dispersant huileux
WO2002003946A1 (fr) Composition comprenant une cire d'abeille modifiee et une silicone volatile, utilisation en cosmetique

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): DE ES FR GB IT

17P Request for examination filed

Effective date: 19980917

AKX Designation fees paid

Free format text: DE ES FR GB IT

RBV Designated contracting states (corrected)

Designated state(s): DE ES FR GB IT

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

17Q First examination report despatched

Effective date: 19990319

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): DE ES FR GB IT

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 19990714

REF Corresponds to:

Ref document number: 69700324

Country of ref document: DE

Date of ref document: 19990819

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2136462

Country of ref document: ES

Kind code of ref document: T3

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PLBF Reply of patent proprietor to notice(s) of opposition

Free format text: ORIGINAL CODE: EPIDOS OBSO

26 Opposition filed

Opponent name: HENKEL KGAA

Effective date: 20000414

PLBF Reply of patent proprietor to notice(s) of opposition

Free format text: ORIGINAL CODE: EPIDOS OBSO

PLBF Reply of patent proprietor to notice(s) of opposition

Free format text: ORIGINAL CODE: EPIDOS OBSO

PLBF Reply of patent proprietor to notice(s) of opposition

Free format text: ORIGINAL CODE: EPIDOS OBSO

REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20020910

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20020911

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20020925

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20020927

Year of fee payment: 6

RDAH Patent revoked

Free format text: ORIGINAL CODE: EPIDOS REVO

RDAG Patent revoked

Free format text: ORIGINAL CODE: 0009271

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: PATENT REVOKED

27W Patent revoked

Effective date: 20021217

GBPR Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state

Free format text: 20021217